2026 Fall Outfit Trends

STYLE SPOTLIGHT

Women's Denim Bottoms

Fall Sweaters & Cardigans

Women's Jackets

2025 Fall Outfit Ideas You Can Wear Now

Refresh your closet with new fall outfits and the latest dresses for fall from Windsor! Showcase your chic style in the cutest clothes, shoes, and accessories. Fall is the season for transitional clothing and stylish layering. Explore fall dresses in mini, midi, and long silhouettes to make for the perfect Thanksgiving outfits. Shop adorable sweater dresses, ruched dresses, romantic floral dresses, preppy plaid dresses, animal print dresses, and trendy dresses with marble or swirl print designs. Level up your Homecoming and holiday party looks with stunning dresses in satin, mesh, lace, velvet, crepe, or knit fabrications in new colors for 2025.

Get major outfit inspo with Windsor’s collection of fall clothes and the latest fall trends in women's fashion. Shop key neutrals as well as rich fall tones including burgundy, plum, hunter green, olive green, navy blue, oatmeal brown, and rust. Step up your casual looks with comfy sweaters that can be dressed up or down. Discover cropped sweaters, cardigans, long dusters, and relaxed-fitting sweaters in the coziest of fabrics that you'll love styling for work or school, a holiday party, or a bridal shower. Style with dark wash denim and ankle booties for the day, and faux leather leggings and combat boots for the night. Layer on trendy flannels and shackets to your everyday outfits to bring the chill vibes. Explore on-trend shackets with oversized fits and stylish plaid prints. For a bit of a dressier look, layer on fall jackets like fitted or oversized blazers, flowy dusters, or long trench coats.

No fall closet is complete without women’s jeans and the latest fall bottom trends! Go for skinny or flare jeans in a medium wash, dark wash, or black jeans to complement the fall season. Shop trendy jeans and denim skirts to create cute looks for back-to-school or college outfits. Style the latest skirts in soft knits, faux leather, and faux suede with your favorite fall tops. Plaid mini skirts are a major fall fashion staple. Pair your favorite skirts with crop tops, bodysuits, blouses, and sweaters. For a sleek and chic vibe, discover leggings, joggers, and pants in faux leather. These styles will instantly elevate any fall outfit. Style up your workwear with a cute paperbag and tie-waist pants with fitted or flared hems. Discover trendy jumpsuits and catsuits that will step up your fall style too! Shop streamlined catsuits perfect for nights out, and wide-leg jumpsuits for fall parties.

Complete your fall outfits with the best accessories. Shop on-trend boater hats, Panama hats, and cabby hats you can wear to fall festivals along with ankle booties, lug sole boots, or combat boots. Discover chain-link necklaces, hoop earrings, and sleek ring packs to glam up your autumn looks. Style your denim, skirts, and dresses with belts in classic, simple designs as well as with trendy statement buckles. For a polished look from head to toe, go for below-the-knee, knee-high, over-the-knee, and thigh-high boots to level up your fall shoe wardrobe. Find ankle boots with chains and cowboy boots to go with your favorite fall floral dresses. Keep all of your essentials on hand in the cutest clutches, handbags, and crossbody purses with quilted faux leather detailing. Windsor has the best selection of women’s fall fashion to create casual to dressy looks you’ll absolutely adore.

  • Glam Cowgirl Bralette

    Embrace your country roots in glam fashion in this cowgirl bralette! It features a sweetheart neckline, adjustable spaghetti straps, rhinestone fringe and embellishments, lightly padded cups, and back hook-eye closures. Complete the look in a panama hat and mini skirt.

    Fit & Features

    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Rhinestone fringe and embellishments
    • Lightly padded cups
    • Back hook-eye closures
    • Seamless knit design
    • Runs true to size

    Style Number/Barcode: 06001-4431

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Wonder Fringe Stud Earrings

    So sleek with minimal shine, these earrings are a thing of beauty! They feature a stud post-back closure with cascading fringe. Complete the look in a cocktail dress for wine night.

    Fit & Features

    • Stud post-back closure
    • Cascading fringe
    • Metal material

     

    Earrings are considered final sale merchandise and may not be returned or exchanged.

    Style Number/Barcode: 07001-1351

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Moo-Tastic Cow Print Beanie

    Add a fun touch to your outfit with this cow print beanie featuring a soft and cozy design and a foldover cuff. Complete the look in a casual denim jacket.

    Fit & Features

    • Cow print
    • Foldover cuff
    • Soft and cozy
    • Knit design

    Style Number/Barcode: 07302-0788

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Knit Rhinestone Head Wrap

    Keep glam for the upcoming chilly season in this rhinestone cinch knit head wrap! Complete the look in a puffer jacket.

    Fit & Features

    • Rhinestone cinch
    • Knit design
    • Cozy and comfortable

    Style Number/Barcode: 07302-0784

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Fab Marble Swirl Bodysuit

    Keep your look fab with this trendy mesh bodysuit! It features a sleeveless sweetheart neckline, spaghetti straps, a form-hugging fit, and an all-over marble swirl print on a lightweight mesh fabric. Style with a faux leather mini skirt and clear mules for a night out.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps
    • Thong bottom, dual snap button closure
    • Form-hugging fit
    • Marble swirl print
    • Mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4855

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Vibe Pointed Toe Booties

    You'll love the classic vibe these sleek faux leather booties will bring to your look. They feature an ankle-high design, a closed pointed toe, a block heel, and elastic gore inserts on each side for easy on-and-off styling. Pair these booties with a mini handbag.

    Fit & Features

    • Ankle-high design
    • Closed pointed toe
    • Block heel
    • Elastic gore inserts for slip-on style
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1595

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Winter Chic Off-The-Shoulder Sweater Dress

    This adorable ribbed knit sweater dress will give you a chic look for the winter season! It features an off-the-shoulder neckline with a fold-over design, long fitted sleeves, a midi-length, curve-hugging silhouette, and a high front slit. The knit fabric offers a moderate stretch for comfortable wear. Style with knee-high boots.

    Fit & Features

    • Off-the-shoulder neckline, fold-over design
    • Long fitted sleeves
    • Midi-length hem, fitted bodycon silhouette
    • High front slit
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1578

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glisten Girl Rhinestone Pom Beanie

    Glisten, girl, wherever you go in this rhinestone beanie featuring a faux fur tonal pom, ribbed-knit design, and a cuffed hem. Complete the look in a cozy jacket.

    Fit & Features

    • Rhinestone embellishments
    • Faux fur tonal pom
    • Ribbed-knit design
    • Cuffed hem

    Style Number/Barcode: 07302-0950

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ahead Of The Herd Cow Print Jacket

    You'll be ahead of the herd in this stylish cow print jacket featuring long sleeves, a collar neckline, flap pockets, open-front design, trucker-style, cropped hem on faux fur fabric. Complete the look in chunky booties.

    Fit & Features

    • Long sleeves
    • Collar neckline
    • Flap pockets
    • Trucker style
    • Cropped hem
    • Faux fur fabric, cow print
    • Fits true to size

    Style Number/Barcode: 06201-0305

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Energy Over The Knee Boots

    Embody a sleek fashion sense in these over-the-knee boots perfect for elevating your fit! They feature an almond toe, block heel, inner side zipper closure, and an adjustable drawcord. Complete the look in a trendy sweater dress.

    Fit & Feature

    • Almond toe
    • Block heel
    • inner side zipper closure
    • Over-the-knee length shaft
    • Adjustable drawcord
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0833

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Lace-Up Thigh-High Boots

    These sultry lace-up thigh-high boots deserve all the attention! They feature a pointed toe, a sleek stiletto heel, an inner zipper closure, a stunning lace-up back design, and a form-hugging fit. Style with a mini dress and a faux leather clutch.

    Fit & Features

    • Thigh-high design
    • Pointed toe
    • Stiletto heel
    • Partial inner zipper closure
    • Lace-up back design, stud accents, tie closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 07402-0824

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Streets Slouch Stiletto Boots

    Walk down the city streets like it's your runway in these chic slouch stiletto boots! They feature an above-the-ankle height with a trendy slouched design, a pointed toe, and a sleek stiletto heel. Style with a crossbody bag.

    Fit & Features

    • Above-the-ankle height
    • Slouchy silhouette
    • Partial inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1592

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Rhinestone Western Booties

    Step out and sparkle in these glitzy embellished western booties! They feature an above-the-ankle design with a pointed toe, a low stacked block heel, and all-over rhinestone embellishments for a gorgeous shine. Style with a corset top and a faux leather skirt.

    Fit & Features

    • Above-the-ankle design
    • Pointed toe
    • Low stacked block heel
    • Rhinestone embellishments
    • Faux leather material
    • Western-inspired design
    • Runs true to size

    Style Number/Barcode: 07403-1642

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Major Coated Color Block Dress

    Create a majorly posh moment in a mini dress that makes a stunning impression! The dress features a sleeveless scoop neckline with spaghetti straps, a fab color block pattern with neutral hues, and a short-length hem. The dress is composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear mules and gold earrings. 

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Color block pattern
    • Short length hem 
    • Lined faux leather fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 05103-4580

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Never Not Fab Over-The-Knee Boots

    In these slouchy boots, you'll never not be fabulous walking all over town! They feature a pointed toe, stiletto heel, inner zipper closure, and an over-the-knee shaft length on faux suede material. Style with a short sweater dress to complete your chic look! 

    Fit & Features

    • Pointed toe
    • Stiletto heel
    • Inner zipper closure
    • Over-the-knee shaft length
    • Slouchy design
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0828

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked On Style Lace-Up Boots

    Stack on the style with boots that dare to go bold! The faux suede boots feature an over-the-knee shaft length, a sexy bungee strap lace-up back, an inner zipper closure, a pointed toe, and a sleek stiletto heel. Complete the look with a sweater and mini skirt for a dinner date!

    Fit & Features

    • Over-the-knee shaft length
    • Lace-up bungee strap back 
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0825

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glitzy Rhinestone Western Booties

    Step out and sparkle in these glitzy embellished western booties! They feature an above-the-ankle design with a pointed toe, a low stacked block heel, and all-over rhinestone embellishments for a gorgeous shine. Style with a corset top and a faux leather skirt.

    Fit & Features

    • Above-the-ankle design
    • Pointed toe
    • Low stacked block heel
    • Rhinestone embellishments
    • Faux leather material
    • Western-inspired design
    • Runs true to size

    Style Number/Barcode: 07403-1589

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirtatious And Chic Satin Skater Dress

    Keep your night out 'fit flirtatious and chic with this sleek satin skater dress. It features a sleeveless cowl neckline with pleated detailing, bungee spaghetti straps, a high waist seam with an alluring front cutout, and a short skater skirt with a fit and flare silhouette so you can twirl all night long. Style with strappy stilettos.

    Fit & Features

    • Sleeveless pleated cowl neckline
    • Bungee spaghetti straps
    • High waist seam, front cutout
    • Short skater skirt, fit and flare silhouette
    • Smooth satin knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1756

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirt With Fate Crepe Mini Dress

    It must have been fate to bring you and this crepe mini dress together! Bring the flirtatious vibes in this sultry dress featuring sheer, floral velvet burnout peasant sleeves and a sweetheart neckline, a lightly padded bust with underwire, and a bodycon silhouette. Complete your dressy look in doorknocker earrings and heels.

    Fit & Features

    • Sheer, floral velvet burnout peasant sleeves, cinched ruffled hems
    • Sweetheart neckline, back zipper, hook and eye closure
    • Lightly padded bust, underwire
    • Bodycon silhouette
    • Mini-length hem
    • Lined crepe fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1751

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casually Chic Long Sleeve Corset Top

    This casually chic corset crop top can effortlessly be dressed up or down! It features a scoop neckline, long fitted sleeves, a corset-designed bodice with front exposed seams and a lace-up accent, and a form-hugging fit. Style with distressed denim and booties to grab coffee, or a mini skirt and heels for date night.

    Fit & Features

    • Scoop neckline
    • Long fitted sleeves
    • Corset-designed bodice
    • Front exposed seams, lace-up design, tie closure
    • Angled cropped hem, form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06002-1389

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vintage Moto Graphic Crop Tee

    Vintage-inspired and edgy, this graphic crop tee is essential for a cute everyday fit! It features short sleeves, a slit crew neckline, and a front script that reads "Vintage California Moto" along the cropped hem. Complete the look in trendy distressed jeans.

    Fit & Features

    • Short fitted sleeves
    • Slit crew neckline
    • Front script, "Vintage California Moto"
    • Graphic detailing
    • Cropped hem
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1385

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Demure Marabou Trim Top

    Allure the room with your edgy demure in this PU crop top featuring a sleek design, long sleeves with marabou cuffs, a plunge v-neckline, and a tie-front closure. Complete the look in a sassy mini skirt for a night out.

    Fit & Features

    • Long sleeves with marabou cuffs
    • Plunge v-neckline
    • Tie-front closure
    • Ultra cropped hem
    • Sleek PU fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06202-0330

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Skeleton Mesh Crop Top

    Come back from the dead this Halloween going as a Sultry Skeleton! This mesh crop top embodies a ghoulish scare in a long sleeve, crew neck design with bone graphics along the sides and front on sheer fabric. Complete your costume with sleek high-rise liquid leggings for the Halloween party!

    Fit & Features

    • Long fitted sleeves
    • Crew neck
    • Skeleton bone graphics
    • Cropped hem
    • Sheer mesh fabric
    • Runs true to size

    Style Number/Barcode: 06002-1388

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jog My Memory High Rise Cargo Joggers

    Remind everyone of your fashion status! These high-rise twill cargo joggers are sure to command the room. They feature a front button, hidden zipper closure, belt loops, four-pocket styling, and elasticized cuffs. Complete the look in a cute henley crop top and mules.

    Fit & Features

    • High-rise waist
    • Front button and hidden zipper closure
    • Belt loops, four-pocket styling
    • Jogger style leg
    • Elasticized cuffs
    • Twill woven fabric
    • Runs true to size

    Style Number/Barcode: 06302-0668

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free